Abstract Starting with (S)-1-benzylprolinamine and α-hydroxyimino ketones, enantiomerically pure bisheterocyclic imidazole N-oxides bearing the (S)-configured N- benzyl (pyrrolidin-2-yl) methyl residue were prepared. These N-oxides reacted with 2, 2, 4, 4- tetramethylcyclobutane-1, 3-dithione to give the corresponding optically active imidazole-2- thione derivatives via a sulfur transfer reaction. Reduction of the N-oxides with Raney- ...